Synthesis and Characterization of 5-Nitro-2-nitratomethyl-1,2,3,4-tetrazole: A High Nitrogen Energetic Compound with Good Oxygen Balance

Molecules

Yuchuan Li¹  Wei Liu¹ 

[1] ¹School of Material Science & Engineering, State Key Laboratory of Explosion Science and Technology, Beijing Institute of Technology, Beijing 100081, China ²School of Life Science, Beijing Institute of Technology, Beijing 100081, China

关键词: synthesis;    characterization;    5-nitro-2-nitratomethyl-1;    2;    3;    4-tetrazole;    crystal structure;    quantum calculation;    high nitrogen energetic compound;    oxygen balance;   

DOI  :  10.3390/molecules17055040

来源: mdpi

【 摘 要 】

The synthesis of 5-nitro-2-nitratomethyl-1,2,3,4-tetrazole (4) and its full characterization are given here. Compound 4 was synthesized through the nitration of 5-nitro-2-hydroxymethyl-tetrazole (3) with fuming nitric acid and acetic anhydride and its structure was characterized by MS, FT-IR, ¹H-NMR and ¹³C-NMR techniques. The crystal structure of 4 was determined by X-ray single crystal diffraction analysis. The compound belongs to the orthorhombic system with space group Pna2(1), and its crystal parameters were a = 2.121(8) nm, b = 0.5281(19) nm, c = 0.6246(2) nm, Z = 4, V = 0.6995(4) nm³, Dc = 1.805 g/cm³, F(000) = 384, μ = 0.174 mm⁻¹. A theoretical study of 4 has been performed, using quantum computational density functional theory (B3LYP methods) with 6-31G* basis sets as implemented in the Gaussian 03 program suite. The obtained heat of formation (HOF) for 4 was 228.07 kJ·mol⁻¹, the detonation pressure (P) values calculated for 4 was 37.92 GPa, the detonation velocity (D) can reach 9260 m·s⁻¹, and the oxygen balance was zero (Q), making 4 a competitive energetic compound.

【 授权许可】

CC BY   
This is an open access article distributed under the Creative Commons Attribution License (CC BY) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.